View 176 Flagstaff Way # 2411 Chester, MD MLS# MDQA2015804
$599,990
2

Beds

2.1

Baths

2,003

Sq.Ft.

176 Flagstaff Way # 2411

Chester, MD

Bright
Courtesy of KOVO REALTY
View 1000 Herons Nest Way # 402 Chester, MD MLS# MDQA2016710
$599,000
2

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 402

Chester, MD

Bright
Courtesy of RE/MAX UNITED REAL ESTATE
View 134 Mchenny Court Chester, MD MLS# MDQA2017004
$599,000
3

Beds

2.1

Baths

1,839

Sq.Ft.

134 Mchenny Court

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 29-A Queen Mary Court Chester, MD MLS# MDQA2016898
$589,000
2

Beds

2.1

Baths

1,425

Sq.Ft.

29-A Queen Mary Court

Chester, MD

Bright
Courtesy of JORGE A. ZEA
View 126 Watermans Cove Lane Chester, MD MLS# MDQA2016908
$579,000
3

Beds

3.0

Baths

1,536

Sq.Ft.

126 Watermans Cove Lane

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 230 Cross Creek Court Chester, MD MLS# MDQA2009078
$574,900
4

Beds

2.1

Baths

2,332

Sq.Ft.

230 Cross Creek Court

Chester, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 630 Warbler Way # 2223 Chester, MD MLS# MDQA2014900
$574,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

630 Warbler Way # 2223

Chester, MD

Bright
Courtesy of KOVO REALTY
View 4000 Herons Nest Way # 22 Chester, MD MLS# MDQA2015800
  • Adult Community with Virtual Tour
1 of 70
$560,000
2

Beds

2.1

Baths

1,900

Sq.Ft.

4000 Herons Nest Way # 22

Chester, MD

Bright
Courtesy of RE/MAX LEADING EDGE
View 200 Schooner Way Chester, MD MLS# MDQA2016718
$550,000
3

Beds

3.1

Baths

2,100

Sq.Ft.

200 Schooner Way

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 3000 Herons Nest Way # 11 Chester, MD MLS# MDQA2015222
  • Adult Community with Virtual Tour
1 of 66
$539,000
2

Beds

2.1

Baths

2,003

Sq.Ft.

3000 Herons Nest Way # 11

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 111 Marshgrass Way # 22 Chester, MD MLS# MDQA2016122
  • Adult Community
1 of 102
$529,900
2

Beds

2.1

Baths

1,900

Sq.Ft.

111 Marshgrass Way # 22

Chester, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 34-E Queen Anne Way Chester, MD MLS# MDQA2016464
$529,000
2

Beds

2.1

Baths

1,586

Sq.Ft.

34-E Queen Anne Way

Chester, MD

Bright
Courtesy of TAYLOR PROPERTIES
View 1921 Harbor Drive Chester, MD MLS# MDQA2017018
  • New Construction
1 of 35
$519,900
3

Beds

2.1

Baths

2,000

Sq.Ft.

1921 Harbor Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER WATERMAN REALTY
View 1848 Harbor Drive Chester, MD MLS# MDQA2017062
$495,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1848 Harbor Drive

Chester, MD

Bright
Courtesy of EXP REALTY, LLC
View 1000 Herons Nest Way # 23 Chester, MD MLS# MDQA2016230
$494,900
2

Beds

2.1

Baths

2,003

Sq.Ft.

1000 Herons Nest Way # 23

Chester, MD

Bright
Courtesy of EXP REALTY, LLC
View 1000 Herons Nest Way # 22 Chester, MD MLS# MDQA2016820
  • Adult Community with Virtual Tour
1 of 56
$488,000
2

Beds

2.1

Baths

1,900

Sq.Ft.

1000 Herons Nest Way # 22

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 1916 Stevens Drive Chester, MD MLS# MDQA2015554
$475,000
3

Beds

2.1

Baths

1,728

Sq.Ft.

1916 Stevens Drive

Chester, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1906 Harbor Drive Chester, MD MLS# MDQA2015604
$464,900
4

Beds

2.0

Baths

1,750

Sq.Ft.

1906 Harbor Drive

Chester, MD

Bright
Courtesy of FIVE STAR REAL ESTATE
View 1906 Stevens Drive Chester, MD MLS# MDQA2017056
$464,000
3

Beds

2.0

Baths

2,016

Sq.Ft.

1906 Stevens Drive

Chester, MD

Bright
Courtesy of RE/MAX EXECUTIVE
View 1872 Harbor Drive Chester, MD MLS# MDQA2016514
$455,000
3

Beds

2.0

Baths

1,486

Sq.Ft.

1872 Harbor Drive

Chester, MD

Bright
Courtesy of CROSS STREET REALTORS LLC

About Chester

Listings in Chester, MD

107

Estimated median home price

$650,000
Chester MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chester, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, MD.

Homes for Sale by Price in Chester, MD

PriceCount
$0 - 100K2
$100K - 200K1
$200K - 300K7
$300K - 400K11
$400K - 500K11
$500K - 600K14
$600K - 700K15
$700K - 800K16
$800K - 900K7
$900K - 1M11
$1M - Max12

Homes for Sale by Type in Chester, MD

Property TypeCount
Single Family45
Townhouse2
Condo56
Commercial0
Rental13
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/19/2026)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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